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$449,900
4 Beds 2 Baths 2025917 MLS ACTIVE UNDER CONTRACT Status
Opportunity awaits in this 4-bedroom, 1.5-bath home located on a desirable corner lot in an established Middleton neighborhood. Many of the major updates have already been completed, including a new roof (2025), renovated bathrooms (2025), windows (2021), siding (2021), furnace (2020), and A/C (2020). The main level offers a functional layout with a dedicated office/den, providing flexibility for work or hobbies. Hardwood under all carpeting. Outside, enjoy established gardens, a raspberry patch, and a spacious deck for enjoying the backyard. Bring your ideas and personal touches, this home offers solid fundamentals and potential to create your ideal living space. Don't miss your opportunity to build equity in a sought-after location close to parks, schools, and downtown Middleton.

1605 Maple St, Middleton

$659,900
4 Beds 3 Baths 2025847 MLS ACTIVE Status
Move-in ready 8/25/26. This Everest home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7119 Johann Farm Rd, Middleton

$669,000
3 Beds 2 Baths 2025170 MLS ACTIVE Status
Price drop 6/23/26. Charming raised ranch in Woodside Heights enclave, just one block from Stricker's Pond, on tree-lined, quiet, well-kept and in-demand neighborhood with downtown Middleton and schools within walking distance. In-ground pool has new liner and heater (2023), slide & stone paved decking. New carpet & paint throughout. Extensive work on landscape. Expansive Great Room has tongue & groove wood vaulted ceiling with recessed lighting, elegant wood floor, gas fireplace and extensive wood shelving & cabinetry, open to bright kitchen with cooktop island and barstool (3 incl with sale) counter for in-kitchen dining and ceramic floor. Generous window views to fully fenced pool/backyard that makes for great entertaining space! AC(07), Roof/gutters (06), H2O Htr (13), Boiler (16), spray foam insulation in attic. New Bosch DW; disposal. Thermador electric cooktop, stainless wall microwave & oven pair. NOTE: Home also available for rent at $3900/mo.

1308 Shirley St, Middleton

$1,500,000
5 Beds 5 Baths 2023786 MLS ACTIVE Status
Nestled in the prestigious Blackhawk neighborhood and located in the highly sought-after Middleton School District, this former Parade of Homes residence showcases timeless elegance, exceptional craftsmanship, and high-end finishes throughout. A dramatic two-story foyer with a handcrafted curved staircase welcomes you into a light-filled interior featuring soaring cathedral ceilings, rich hardwood floors, arched doorways, and five fireplaces. The gourmet kitchen offers premium appliances, expansive prep space, a large island, and butler’s pantry leading to the formal dining room. Each bedroom features its own ensuite bath, while the main-level office offers flexibility as an additional bedroom. Floor-to-ceiling windows highlight the stunning living room, and the luxurious primary suite includes a private fireplace and spa-like bath. The walkout lower level features a theater room, recreation space, and fifth bedroom.

9715 Red Sky Dr, Middleton

$485,000
3 Beds 3 Baths 2024754 MLS ACTIVE UNDER CONTRACT Status
Seller will consider backup offers! Move right into this charming 1.5-story Cape Cod in Middleton! Property features 3 bedrooms & 2.5 baths across 2,135 sq. ft & offers a functional layout w/a main-floor primary bedroom, en-suite bathroom, 1st-floor laundry, spacious living room, & generous storage throughout. Upstairs, you'll find 2 large bedrooms w/abundant closet space. A bright & airy 15’ x 11’ three-season screened porch overlooks backyard, creating an inviting space to relax, unwind, or entertain. Home has a walk-out LL w/a rec rm, bathroom, & future flex rm or 4th bedroom. Recent updates incl: new stainless appliances, flooring, furnace, AC, Roof, Basement Carpet & Paint which will ease the move-in process. A deep, detached 1 car garage, large storage shed, fenced backyard w/mature pine trees, & 1/4 acre corner lot to further enhance this home’s comfort, convenience & value. Located in the highly desirable Middleton Schools, walking distance to parks & Downtown Middleton!

7240 Maywood Ave, Middleton

$849,900
5 Beds 4 Baths 2025527 MLS ACTIVE Status
Experience luxury living in Middleton's highly sought-after Bishops Bay community! This stunning 5-bed home offers exceptional space, thoughtful design, & high-end finishes throughout. Hardwood floors welcome you into the open-concept main level featuring a flexible front sitting/dining space, inviting living room with gas fireplace, and a chef's kitchen complete with granite countertops, oversized island, mosaic tile backsplash, stainless steel appliances, pantry, and sunny dinette. Upstairs, 4 spacious bedrooms each boast walk-in closets, including the elegant primary w/ dual walk-in closets, double vanity, soaker tub, and tiled shower! Convenient upstairs laundry adds everyday ease. The finished walkout lower level is built for entertaining with a wet bar, theater room w/ tiered seating, projector and surround sound, electric fireplace, exercise rm, fifth bedroom, and full bath. Enjoy the trex deck & 3-car garage —all in one of Middleton's premier neighborhoods. See docs for more!

5023 Congressional Hl, Middleton

$645,000
3 Beds 4 Baths 2025413 MLS ACTIVE Status
Middleton School District gem!! Enjoy this Town of Middleton Stonebrook Estates 3-bedroom propertunity nestled on nearly .5 acre privacy setting next to a 5-acre park. Look no further if you are looking for room to roam with the 66-acre walking trails/land with opportunities for bike rides to Settlers Park overlooking the local prairie/savanna. The backyard is perfect to work on your 9-iron aim over your vegetable/flower gardens. Soak in nature as you relax on the deck or patio while you fire up the smoker for your favorite BBQ. The inside layout is ideal for quality time together with enough space to focus on your work/projects with privacy. The inviting cook’s kitchen has abundant counter space to cook together or meal prep for the week. Abundant storage not only in the kitchen but throughout the home. After a fun day in the neighborhood enjoy time to relax in the exposed lower level for games or a movie night. New roof, AC, furnace, appliances, deck.

8600 Ellington Way, Middleton

$1,120,000
4 Beds 4 Baths 2024465 MLS ACTIVE Status
A light-filled, Frank Lloyd Wright-inspired home in desirable Middleton Hills, thoughtfully modernized with updates touching nearly every room. The spacious gourmet kitchen features a Viking range, newer appliances, and abundant workspace. A mudroom addition now connects the garage to the home, adding convenience to everyday living. The finished lower level includes a newly converted fourth bedroom with walk-in closet and adjacent bath. Upstairs, hardwood floors, ceiling fans, custom closet systems, and an expanded tiled primary shower enhance everyday comfort. Enjoy smart home conveniences including HomeKit-compatible locks and garage openers, video doorbells, a smart thermostat, and a Universal EV charger. Outside, a fenced yard, remodeled deck, and newly added paver parking pad create a private retreat for relaxing and entertaining.

3324 Glacier Ridge Rd, Middleton

$799,900
4 Beds 4 Baths 2024744 MLS ACTIVE Status
Stunning home located in the sought-after Bishops Bay, that combines the excellence of the Waunakee Schools with the conveniences and lifestyle of a Middleton location. Where luxury living meets exceptional community amenities. This home welcomes you from the moment you step inside with floor to ceiling windows, a kitchen that is both inviting and functional, offering a wolf range, new stainless steel appliances, and a large island great for everyday living and entertaining. With over 4,000 sq ft of pristine finished space, there is room for everyone. Enjoy the view of the golf course from the primary suite, along with an expansive custom closet, and luxurious walk in shower. Finished lower level includes rec space, full bath, and flex room. New roof prior to closing and a recently installed EV charger. HOA amenities include a fitness center, pool, pickleball courts, and membership options for the BB Country Club. Come enjoy all of the summer activities only minutes from home.

5019 Sawgrass Ter, Middleton

$599,900
4 Beds 3 Baths 2024641 MLS ACTIVE Status
Under construction; estimated completion 9/29/26. New floor plan! This open concept home designed is designed for modern living! Cook's kitchen includes quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Great room features fireplace & walkout to patio. Flex room for office, playroom, etc and two-story central staircase. Primary bedroom suite includes walk-in closet & private bath with tile shower & dual sinks. Spacious main floor laundry includes built-in wood cubbies. Basement is stubbed for bathroom & includes egress window for future expansion! 10yr builder's limited warranty & 15yr dry basement warranty included! For floor plan & design selection information, please call or email agent.

6608 Redpoll Rd, Middleton

$1,175,000
2 Beds 2 Baths 2024463 MLS ACTIVE UNDER CONTRACT Status
The perfect Lake Mendota getaway! Welcome to this gorgeous, stylish and easy to maintain LAKE MENDOTA home. With 50 feet of frontage, land mounted dock, expansive shaded yard w/pergola & patio, this is the best of lake living. Newer, quality craftsman-style home, huge windows for light and lake views, open floor plan, skylights, floor-to-ceiling gas fireplace, in-floor radiant heat on main level, efficient and chic kitchen w/quartz counters, stainless appliances and lovely center island. 2 bedrooms up and 2 full bathrooms. Generous garage w/extra storage. This is the perfect spot for gathering after boating, fishing and enjoying all that Middleton, Madison and Lake Mendota has to offer. Special spot for entertaining all year round. THIS IS THE BEST DEAL ON THE LAKE BY FAR!

2830 Tomahawk Ct, Middleton

$1,949,000
4 Beds 4 Baths 2024407 MLS ACTIVE Status
Imagine coming home to this stunning Twilight Tudor in one of the Madison area’s most desirable communities. With Brio Design Homes in Belle Farm, you get a lot Middleton’s newest development, a 3,625 sq ft concept home design personalized to your needs or custom designed from scratch, in-house interior design, sustainable construction and more. Brio combines design and construction under one roof so you can enjoy a seamless experience and results that truly reflect you. Belle Farm features preserved open space, net-zero construction, intentional connection, and future amenities including a coffee shop, yoga studio, and restaurant. Take advantage of this turn-key new home opportunity and enjoy stunning design and craftsmanship in a one-of-a-kind neighborhood.

7536 California Love Trl, Middleton

$1,500,000
3 Beds 3 Baths 2023900 MLS ACTIVE Status
Welcome to a home where style and design converge to create a truly curated luxury living experience. Privately positioned with sweeping views of Pheasant Branch Conservancy, this residence offers a sense of serenity that will leave you in awe. This thoughtfully updated 3-bedroom, 3-bath home maximizes every inch of its private setting, blending high-end finishes with effortless comfort throughout. From the moment you step inside, the intentional design and refined details are unmistakable, creating an immediate sense of sophistication and warmth. Three distinct outdoor living spaces—each offering exceptional privacy—invite you to fully embrace Wisconsin’s seasons, whether entertaining, relaxing, or simply taking in the natural surroundings. This home feels like a secluded retreat, yet remains just 20 minutes from Capitol Square. An extraordinary opportunity to own a one-of-a-kind property where luxury, privacy, and design come together seamlessly.

3702 Pheasant Branch Rd, Middleton

$875,000
4 Beds 4 Baths 2024287 MLS ACTIVE UNDER CONTRACT Status
GREAT LOCATION! Keewatin Trail sits in one of Dane County's higher-elevation residential areas, offering a country feel just minutes from Middleton and Madison's West Side. Timeless architecture on a mature wooded 1.4-acre lot near the end of a quiet dead-end road in the exclusive Nature's Cove subdivision within the highly rated Middleton-Cross Plains School District. This sanctuary-like property features a 4-bedroom, 3,700 sq ft home with a huge bonus room above the garage. Enjoy spectacular sunset views from the main living room with custom wood floors crafted from trees harvested from previously owned adjacent land. Spacious primary suite offers cathedral ceilings, floor-to-ceiling stonework, and peaceful nature views. Finished walk-out lower level includes private bedroom, half bath, family room with wood-burning fireplace, laundry/workshop area, root/wine cellar, and access to a newly rebuilt deck. Exceptional built-in storage throughout plus brand-new carpet. Showings begin 5/30

4105 Keewatin Trl, Middleton

$1,225,000
4 Beds 4 Baths 2023237 MLS ACTIVE UNDER CONTRACT Status
This private estate sits on 1.6 acres with sweeping views & no HOA. The gourmet kitchen has Wolf range/double ovens, SubZero fridge, warming drawer, 4 beverage drawers, + a striking swirled black marble island. The main level incl a spacious living room w/fp, formal dining, office, sunroom + laundry/mudroom. The expansive primary offers a 2 room WIC + spa bath w/glass shower + tub. The walk out LL is an entertainer’s dream with a 2nd kitchen, wine cellar, enormous rec room, indoor basketball court, plus a sauna. Add'l highlights incl: commercial grade whole house generator, elevator to all 3 levels, smart home features, 5 car garage, loads of built-ins, SunSetter awning w/lighting. A rare combination of privacy, luxury, + unmatched amenities!

3576 Timber Ln, Middleton

$1,229,900
5 Beds 5 Baths 2023426 MLS ACTIVE Status
Spectacular pre-inspected Modern Queen Anne-Style Victorian Home custom built by Blue Line Designs on a 2A lot in the Town of Middleton. This beautifully finished home features maple, walnut, and acacia hardwood floors, tile, and LVP. It offers 5 bedrooms & two bonus rooms (one is a bedroom), multiple office areas, and generous living space. The expansive 18ft great room is perfect for entertaining, while the large kitchen boasts an island, double oven, gas cooktop, newer dishwasher, and abundant storage. The dining room includes a 9-ft butler’s pantry counter for additional serving & storage space. Custom wet bar in lower level. Step outside to a backyard oasis: a lighted basketball court, custom granite firepit, Trex rear deck with hot tub connection, raised-bed garden, and a yard for soccer, volleyball, or croquet. A serene koi pond with waterfall attracts wildlife daily. Also: Roof 2018, backup gen, heated 5-car garage, 2 laundry areas, Radon system, TDS Fiber, & dual sumps.

7527 Fallen Oak Dr, Middleton

$524,900
2 Beds 3 Baths 2021866 MLS ACTIVE Status
Whether you're looking to downsize, purchase your first home, or enjoy the Middleton Hills lifestyle, this thoughtfully designed two-bedroom home is your opportunity to own in one of the area's most sought-after neighborhoods. Tucked away on a quiet street, it offers charm, comfort, and low-maintenance living. Hardwood floors span the main level, leading to an updated kitchen with solid surface countertops and stainless steel appliances. The light-filled living and dining areas feature a wood-burning fireplace and opens to a three-season room. The entire upper level is a private primary suite with a spacious walk-in closet and ensuite bath. The exposed lower level includes a family room with luxury vinyl plank flooring, second bedroom, and full bath. Steps from Pheasant Branch Conservancy, parks, restaurants, and shopping. Motivated seller—don't miss this opportunity to call Middleton Hills home!

3505 Strawberry Loop, Middleton

$449,900
3 Beds 4 Baths 2020735 MLS ACTIVE UNDER CONTRACT Status
Pheasant Branch trail access begins right in the neighborhood! This Hidden Oaks gem is the ultimate luxury starter home, offering a vibrant, connected neighborhood where active community living comes naturally. This home features a new roof and downspouts (2026) and a water heater (2023). The main level showcases durable, pet-friendly Adura Rigid Acacia LVP flooring (2024) and luxury carpet (2020), leading to an upgraded kitchen with a quiet Bosch 800 Series dishwasher (2024) and Frigidaire Induction Range (2023). Enjoy essential extra square footage and a bathroom in the finished lower level. The low-maintenance lot means trading weekend mowing for morning jogs or bike rides through the pristine conservancy trails. Relax on your patio surrounded by mature perennial beds. Come experience top-tier Middleton schools and effortless, move-in-ready comfort!

8866 Red Beryl Dr, Middleton

$723,900
4 Beds 3 Baths 2023039 MLS ACTIVE Status
Under construction; estimated completion 9/24/26. Welcome to Redtail Ridge-featuring Middleton schools. Sprawling open concept ranch with 3-car garage. Cook’s kitchen with quartz countertops, ceramic tile backsplash, slate appliances, and walk-in pantry. Impressive vaulted great room includes gas fireplace with tile surround. Dining area opens screened porch! Expansive primary bedroom suite features a huge walk-in closet and spacious private bath with tile shower, dual sinks, and large linen closet. Main floor laundry room with built-in wood cubbies. Basement includes egress window and is stubbed for bathroom for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! For floor plan & design selection information, please call or email agent. Photos are of a similar model.

4499 Thrasher St, Middleton

$344,500
3 Beds 2 Baths 2022729 MLS ACTIVE Status
You will truly love this 3bed/1.5bath half-duplex townhouse-style condo on the north side of Middleton! 1-car attached garage. Large closet in the primary bedroom! Covered patio as well as new additional patio with built-in firepit and pathway to front of house. Large side-yard! So so close to Pheasant Branch Conservancy! Pheasant Branch has 682 acres with many trails in woods, hills and wetland. 5 blocks away from public Mendota Park boat launch! Over $50,000 of updates by current owners towards the roof (2020), siding (2022), new main level and LL flooring (2019), patio (2024), and driveway (2023). Close to CTY M/Airport road and CTY Q for an easy commute to Waunakee, Madison's north side, or the far west side of Middleton via the beltline. No condo fees, No HOA fees.

3501 Valley Ridge Rd, Middleton

$2,699,000
6 Beds 6 Baths 2019981 MLS ACTIVE Status
Located in the Town of Middleton with low taxes, on a breathtaking, mature, wooded, and private 1.5-acre lot, this extraordinary custom residence offers the high-end finishes, craftsmanship, quality, artistry, and natural privacy today’s luxury buyers demand. Situated in the desirable Glacier End neighborhood, this one-of-a-kind home showcases real cherry hardwood floors, custom cherry cabinetry, and premium granite throughout. Luxury features include a 4-car garage, 6 bedrooms with en-suite baths, two primary suites, two gourmet kitchens, including a chef’s kitchen with commercial-grade appliances, two laundry rooms, a main-floor office, Pella windows with built-in blinds, central vac, intercom, surround sound, and a Decra Villa Tile roof. The walkout lower level offers a wet bar, steam room, exercise room, theater, fireplace, and access to a lush, tree-lined backyard. Middleton Schools!

3319 Saracen Way, Middleton

$624,900
3 Beds 3 Baths 2021484 MLS ACTIVE Status
Located in the highly sought-after Middleton School District, this stunning 3-bed, 2.5-bath home offers the perfect blend of comfort, space & functionality. Step in from the front porch into a warm & welcoming main level w/ spacious living area anchored by a charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area w/ room to gather. A versatile flex room on the main level provides endless possibilities for a formal dining, office, craft or play room. Upstairs, find a generous primary suite w/ cathedral ceilings, private ensuite bath w/ tiled shower & walk-in closet, plus 2 additional bedrooms and a full bath. An egress window in the lower level allows potential for a future finished basement. Enjoy peaceful suburban living in this Middleton gem! Photos of a smiliar model. Home completion in August.

6683 Linnet Ln, Middleton

$626,900
3 Beds 3 Baths 2021481 MLS ACTIVE Status
Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry & attached dining area with room to gather.. A generous primary suite w/ ensuite bath and walk-in closet, plus 2 additional bedrooms each with walk in closets, a full bath and conveniently located second floor laundry round out this thoughtfully laid out home plan. Plenty of space in the 3 car garage. An egress window in the lower level allows potential for a future finished basement. Don't miss out on this Middleton gem! Photos of similar model. Home completion in August.

6625 Junco Dr, Middleton

$634,900
4 Beds 3 Baths 2021478 MLS ACTIVE Status
Energy Efficient New Construction located in the highly sought after Middleton School District. Tim O'Brien Homes Abbott plan welcomes you w/ from the covered front porch inviting you into an open living space where the bright sunny Great Room features a cozy fireplace & is open to a spacious Kitchen and dining area. The quartz counters & ample cabinetry make this kitchen a chef's dream. A Flex Room is located off the main living & provides a quiet area perfect for an office or formal dining. In the expansive upper level find 4 bedrooms including the impressive Primary Suite w/ cathedral ceiling, a large walk-in closet & luxurious bath w/ tile shower and bench. An additional flex room on the upper level offers endless possibilities. An egress window in the lower level allows for future potential finished basement. Plenty of room in the 3 car garage. Don't miss this Middleton gem! Photos of similar model. Home completion in July.

6665 Linnet Ln, Middleton

$799,000
3 Beds 4 Baths 2021477 MLS ACTIVE Status
Who says you cannot live beautifully in a smaller footprint? These cozy and light-filled standalone homes are a joy & a rarity... combining high quality, high functionality & attention to design. This home at Belle Farm serves as a peaceful antidote… an example that less can be more. Inspiring interiors, front porches & secluded side yards allow for both privacy & opportunities to connect. Solar panels and geothermal HVAC mean lower energy bills & more resilience in the face of power outages. This ready to build home on Lot 8 starts at $799,000 including lot price & features a metal roof, solid hardwood floors, Wolf range, Bosch refrigerator & dishwasher, EV-ready wiring & curated interiors. Belle Farm was founded on the idea that there is a different way. That the places we live can & should inspire us, connect us, help us be healthier in mind & body, & reduce our environmental impact.

4054 Serenbe St, Middleton

$618,900
3 Beds 3 Baths 2021475 MLS ACTIVE Status
Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry & attached dining area with room to gather.. A generous primary suite w/ ensuite bath and walk-in closet, plus 2 additional bedrooms each with walk in closets, a full bath and conveniently located second floor laundry round out this thoughtfully laid out home plan. Plenty of space in the 3 car garage. An egress window in the lower level allows potential for a future finished basement. Don't miss out on this Middleton gem! Photos of similar model. Home completion in July.

6671 Linnet Ln, Middleton

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.